Gloucester Holiday Rentals

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Our top choices for Gloucester holiday rentals

Sojourn Aviators Dream on Back River

Sojourn Aviators Dream on Back River
Fox Hill
9.6 out of 10, Exceptional, (29 reviews)
"We loved our stay here! The property is gorgeous, the rooms are bright and spacious, and the kitchen had everything we needed for a week long stay. The kids really loved being able to spend time in the back yard looking at the water and watching the jets fly overhead. Would definitely recommend and will rebook whenever we’re back in town! "
United States
Clare G.
The price is NZ$749
includes taxes & fees
13 May - 14 May
Sojourn Aviators Dream on Back River

Lovely condo with water & golf course view

Lovely condo with water & golf course view
Kingsmill
9.6 out of 10, Exceptional, (11 reviews)
"Nice condo, very clean, great view from the porch, and the host was a great communicator "
United States
Stephanie L.
The price is NZ$548
includes taxes & fees
18 May - 19 May
Lovely condo with water & golf course view

Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!

Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!
Mathews
10.0 out of 10, Exceptional, (38 reviews)
"The house was cozy, clean, and welcoming. Would definitely recommend! Rooms were all very spacious. "
United States
Casey J.
The price is NZ$521
includes taxes & fees
18 May - 19 May
Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!

The Nook in Kilmarnock Va 3 bedroom

The Nook in Kilmarnock Va 3 bedroom
Kilmarnock
10.0 out of 10, Exceptional, (3 reviews)
"Easy check in and out. Owner was helpful. House was clean and well equipped. Beds were comfortable. Location was convenient and quiet. "
United States
Margaret K.
The price is NZ$773
includes taxes & fees
18 May - 19 May
The Nook in Kilmarnock Va 3 bedroom

Affordable Cottage!

Affordable Cottage!
Deltaville
The price is NZ$546
includes taxes & fees
18 May - 19 May
Affordable Cottage!

American Heritage RV Park

American Heritage RV Park
2.5 star property
Norge
9.0 out of 10, Wonderful, (78 reviews)
"Large cabin was a great size for a family. It was very clean when we arrived and checked in. "
United States
Lorraine
American Heritage RV Park

Private home on creek with dock.

Private home on creek with dock.
Lancaster
8.6 out of 10, Excellent, (10 reviews)
"Beautiful little cottage on the river. Fantastic sunset views. Wonderful little retreat for couples!"
United States
Nathan
The price is NZ$473
includes taxes & fees
25 May - 26 May
Private home on creek with dock.

Luxury Riverfront Condo w/ sunrise & sunset views

Luxury Riverfront Condo w/ sunrise & sunset views
Kingsmill
9.6 out of 10, Exceptional, (76 reviews)
"Lovely view of river and the woods. Marina has nice view of river and tasty food. Also like that it’s close to Jamestown and Downtown Williamsburg."
United States
Jeffrey
The price is NZ$567
includes taxes & fees
13 May - 14 May
Luxury Riverfront Condo w/ sunrise & sunset views

Hot Tub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~Kilmarnock Rivah Retreat

Hot Tub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~Kilmarnock Rivah Retreat
Kilmarnock
10.0 out of 10, Exceptional, (3 reviews)
"Nice rambler in a great in town location with hot tub, firepit, and fenced in yard. Also great value for the price. "
United States
Melinda H.
The price is NZ$807
includes taxes & fees
18 May - 19 May
Hot Tub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~Kilmarnock Rivah Retreat

Waterfront Home with stunning views & Hot tub- rent Golf Cart/Kayak/Boat

Waterfront Home with stunning views & Hot tub- rent Golf Cart/Kayak/Boat
Hayes
The price is NZ$884
includes taxes & fees
13 May - 14 May
Waterfront Home with stunning views & Hot tub- rent Golf Cart/Kayak/Boat

4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now

4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
Lanexa
10.0 out of 10, Exceptional, (4 reviews)
"First and foremost, the property was excellent! The host, Michael was extremely welcoming and kind. The property is in top condition with new everything! The seclusion and lakefront location was to die for. Highly recommend this property as we will be back! "
United States
Kelly B.
The price is NZ$1,251
includes taxes & fees
26 May - 27 May
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now

Lovely 2 BR Condo in 4💎 Historic Golf Resort

Lovely 2 BR Condo in 4💎 Historic Golf Resort
Kingsmill
9.2 out of 10, Wonderful, (25 reviews)
"What a great place to stay! Highly recommend!"
United States
Todd S.
The price is NZ$779
includes taxes & fees
17 May - 18 May
Lovely 2 BR Condo in 4💎 Historic Golf Resort

Unique Luxurious Waterfront in Hampton

Unique Luxurious Waterfront in Hampton
Hampton
10.0 out of 10, Exceptional, (1 review)
"This was a great location, very relaxing and spacious. We even enjoyed the river behind the house. The only thing was there were limited cookware and no blinds in the living room but besides that everything was great.We’d definitely stay here."
United States
Zakia J.
The price is NZ$916
includes taxes & fees
21 May - 22 May
Unique Luxurious Waterfront in Hampton

The Williamsburg Haven

The Williamsburg Haven
Williamsburg
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful clean place!! Host was responsive to questions we had. Great experience. I highly recommend the place. We will stay here again when we are in the area. "
United States
Dona B.
The price is NZ$417
includes taxes & fees
13 May - 14 May
The Williamsburg Haven

Quiet Villa with Bowling Alley, Pools, +Mini Golf

Quiet Villa with Bowling Alley, Pools, +Mini Golf
Williamsburg
9.6 out of 10, Exceptional, (4 reviews)
"Great hospitality by all. "
United States
Ron E.
The price is NZ$390
includes taxes & fees
19 May - 20 May
Quiet Villa with Bowling Alley, Pools, +Mini Golf

-NEW- Beautiful, Cozy & stylish home with office-for your family! Pet Friendly!

-NEW- Beautiful, Cozy & stylish home with office-for your family! Pet Friendly!
Newport News
9.8 out of 10, Exceptional, (11 reviews)
"Everything was very clean good coffee options plenty of hot water :)"
United States
Allen C.
The price is NZ$682
includes taxes & fees
13 May - 14 May
-NEW- Beautiful, Cozy & stylish home with office-for your family! Pet Friendly!

Hidden Heaven lake house. Quiet private cottage on 1 acre

Hidden Heaven lake house. Quiet private cottage on 1 acre
Lanexa
10.0 out of 10, Exceptional, (48 reviews)
"Joyce and Eric are fantastic hosts. We had a nice relaxing time. It was close to all the historical sites we wanted to see."
United States
Steve R.
The price is NZ$780
includes taxes & fees
1 June - 2 June
Hidden Heaven lake house. Quiet private cottage on 1 acre

Campsite #3 At Blanchard Farm

Campsite #3 At Blanchard Farm
Diggs
The price is NZ$70
includes taxes & fees
13 May - 14 May
Campsite #3 At Blanchard Farm

Marriott's Manor Club at Ford's Colony

Marriott's Manor Club at Ford's Colony
3.5 star property
Williamsburg
9.2 out of 10, Wonderful, (1,057 reviews)
"This was an awesome property to stay at. Clean and very quiet, will definitely come back again"
United States
Chris
The price is NZ$185
includes taxes & fees
26 May - 27 May
Marriott's Manor Club at Ford's Colony
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Gloucester Hotel Reviews

Find out more about Gloucester

Everything you need to know about Gloucester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Gloucester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gloucester holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Gloucester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gloucester. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Gloucester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Gloucester holiday rentals we have selected for you start as low as NZ$185 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Gloucester rentals

At Expedia, we put the best Gloucester holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Gloucester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gloucester holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gloucester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Gloucester?

Yes, we offer holiday rentals where you'll be only 13.8 mi (22.2 km) from Busch Gardens Williamsburg, offering you a more remote option if you want a quiet place to stay. Gloucester is known for its festivals and art.

What are some of the best holiday rentals that Gloucester has to offer?

Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock: This highly rated holiday home rental in Gloucester offers a balcony, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Gloucester?

Expedia has 16 holiday rentals for your stay in Gloucester.

What’s there to see and do in Gloucester?

Beaverdam Park and Brown Park are a couple of scenic spots to enjoy the outdoors, whereas Gloucester Museum of History is one of the cultural attractions. Other places in town to visit include Main Street Center and Middle Peninsula State Park.

What’s a holiday rental in Gloucester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Gloucester. Holiday rentals feature amenities such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for small groups.